Water → 6-Oxohexanoic acid

HRID 1709618Notes

Reaction equation

HRID 1709618 reaction equation
[CH:1]([CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9]C)=[O:8])=[O:2].O>CO>[CH:1]([CH2:3][CH2:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8])=[O:2]

Participants

4

Reactant 2

HCID 962WaterHCID 81164Methyl 6-oxohexanoate

Product 1

HCID 4409186-Oxohexanoic acidYield 41%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

36 g of methyl 5-formylvalerate, 90 g of water and 1 g of p-toluenesclfonic acid were heated under reflux for 8 hours, the methanol formed being distilled off continuously. Fractional vacuum distillation gave 13.3 g of 5-formylvaleric acid (yield 41% of theory).

Workup

  1. temperatureunder reflux for 8 hours
  2. distillationbeing distilled off continuously
  3. distillationFractional vacuum distillation

Sources & evidence

ORD record
ord-aec28919306b41c5b66a079d19e58bd1
Source dataset
uspto-grants-1990_08
Patent number
US04950429

Reaction notes

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